IVAS 2022 banner
IVES 9 IVES Conference Series 9 IVAS 9 IVAS 2022 9 Hemisynthesis, NMR Characterization and UHPLC-Q-Orbitrap /MS² identification of (+)-Catechin oxidation products in red wines and grape seed extracts

Hemisynthesis, NMR Characterization and UHPLC-Q-Orbitrap /MS² identification of (+)-Catechin oxidation products in red wines and grape seed extracts

Abstract

(+)-Catechin—laccase oxidation dimeric standards were hemi-synthesized using laccase from Trametes versicolor in a water-ethanol solution at pH 3.6. Eight fractions corresponding to eight potential oxidation dimeric products were detected. The fractions profiles were compared with profiles obtained with two other oxidoreductases: polyphenoloxidase extracted from grapes and laccase from Botrytis cinerea. The profiles were very similar, although some minor differences suggested possible dissimilarities in the reactivity of these enzymes. Five fractions were then isolated and analyzed by 1D and 2D NMR spectroscopy. The addition of traces of cadmium nitrate in the samples solubilized in acetone-d6 led to fully resolved NMR signals of phenolic protons, allowing the unambiguous structural determination of six reaction products, one of the fractions containing two enantiomers. These products were then analyzed in grape seed extracts and red wines (UHPLC-Q-Orbitrap MS). The different dimers had different fragmentation patterns according to their interflavan linkage position. Oxidation dimeric compounds had a specific fragment ion at m/z 393, missing for B-Type dimers fragmentations. A fragment ion at m/z 291 occurred and was specific for oxidation dimeric compounds with a C-O-C linkage. Higher level oxidation products had abundant specific fragments: m/z 425, 397 and 245. These fragmentations were useful to identify them in complex samples such as grape seed extracts and wines. Three grape varieties and three ripening stages were selected and the corresponding seed extracts were obtained. The analyses revealed an increasing trend for the oxidation markers during grape ripening. The analysis of Syrah wines (2018, 2014, 2010) showed a decreasing trend of these molecules during wine ageing which might be due to further oxidation.

DOI:

Publication date: June 23, 2022

Issue: IVAS 2022

Type: Article

Authors

Saucier Cedric1, Deshaies Stacy1, Le Guernevé Christine1,2, Sommerer Nicolas1,2, Garcia Lucas Suc François1, Mouls Laetitia1

1SPO, Université de Montpellier, INRAE, Institut Agro, UMR SPO, Faculté de Pharmacie, 15 avenue Charles Flahault, 34000 Montpellier, France
2INRAE, PROBE Research Infrastructure, PFP Polyphenol Facility, 34060 Montpellier, France

Contact the author

Keywords

wine, grape, polyphenol,oxidation, catechin

Tags

IVAS 2022 | IVES Conference Series

Citation

Related articles…

Veraison as determinant for wine quality and its potential for climate adapted breeding

The evaluation of new grapevine genotypes regarding their potential to produce high quality wines is the time limiting factor in the process of grapevine breeding. Hence, the development of quality-related markers useable in marker-assisted selection (MAS) as well as in prediction models for this bottleneck trait will tremendously enhance breeding efficiency. In extensive studies a training set of a segregating white wine F1 population (150 F1 genotypes = POP150; `Calardis Musqué´ x `Villard Blanc´) was deeply phenotyped and genotyped for model development and QTL analysis.

The wine microbial ecosystem: Molecular interactions between yeast species and evidence for higher order interactions

Fermenting grape juice represents one of the oldest continuously maintained anthropogenic microbial environments and supports a well-mapped microbial ecosystem. Several yeast and bacterial species dominate this ecosystem, and some of these species are part of the globally most studied and best understood individual organisms. Detailed physiological, cellular and molecular data have been generated on these individual species and have helped elucidate complex evolutionary processes such as the domestication of wine yeast strains of the species Saccharomyces cerevisiae. These data support the notion that the wine making environment represents an ecological niche of significant evolutionary relevance. Taken together, the data suggest that the wine fermentation ecosystem is an excellent model to study fundamental questions about the working of microbial ecosystems and on the impact of biotic selection pressures on microbial ecosystem functioning. Indeed, and although well mapped, the rules and molecular mechanisms that govern the interactions between microbial species within this, and other, ecosystems remain underexplored. Here we present data derived from several converging approaches, including microbiome data of spontaneous fermentations, the population dynamics of constructed consortia, the application of biotic selection pressures in directed laboratory evolution, and the physiological and molecular analysis of pairwise and higher order interactions between yeast species. The data reveal the importance of cell wall-related elements in interspecies interactions and in evolutionary adaptation and suggest that predictive modelling and biotechnological control of the wine ecosystem during fermentation are promising strategies for wine making in future.

Elaboration des cartes conseils pour une gestion du terroir à l’échelle parcellaire: utilisation d’algorithmes bases sur des paramètres physiques du milieu naturel

The “Anjou Terroirs” programme aims at bringing the necessary scientific basis for a ratio­nal and reasoned exploitation of the technical itinerary of the terroir. The scale study is 1/12500. For the mapping, many parameters, such as the granulometry or the depth of soil are observed to each point of caracterisation.

Grape and wine quality of terraced local variety Pinela (Vitis vinifera L.) under different water management

Climate change is driving global temperatures up together with a reduction of rainfall, posing a risk to grape yields, wine quality, and threatening the historical viticulture areas of Europe.

Redwine project: increasing microalgae biomass feedstock by valorising wine gaseous and liquid residues

Global warming due to greenhouse gases (GHG) has become a serious worldwide concern.